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Villa vacation rentals in Wildwood

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Top-rated villa rentals in Wildwood

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The villa's exterior is showcased against a vibrant sunset, featuring well-maintained landscaping with lush green grass and floral accents. The structure includes large windows and a welcoming front entrance, illuminated by soft outdoor lighting.

Villa in The Villages

5 out of 5 average rating, 8 reviews

Sunny Sky's Paradise w/Golf Cart

Experience unparalleled relaxation at our stunning new patio villa. This beautifully designed home features an open floor plan, a spacious two-car garage, a screened-in porch, and an outdoor patio. Enjoy the vibrant lifestyle of The Villages with endless activities—all just a golf cart ride away. Our villa is equipped with everything you need: bikes, a golf cart, high-speed internet, smart TVs, and more. Conveniently located near top attractions like Orlando, Disney World, and numerous beaches.

Top guest favorite

A vibrant themed room showcases a blue slide and bunk beds, enhancing playfulness. Adjacent, a cozy bedroom features rich curtains and themed decor. A home theater room displays a large projector screen and comfortable seating. The private pool area is highlighted with seating, a projector, and colorful inflatables.

Villa in Davenport

4.97 out of 5 average rating, 112 reviews

Pickleball PoolsideMovies |WalkToWaterpark| Arcade

SuperVilla at Championsgate is a brand new 8bd luxury villa that comes with its own pool and spa, poolside and indoor movie theater, karaoke, arcade room, 4 themed rooms(StarWars, Harry Potter, Frozen, Encanto) and 4 master suite. But the excitement doesn't stop there – a mere 3-minute walk leads you to The Retreat Club, with complimentary access. Revel in mini golf, towering water slides, a splashpad, zero-entry pool, cabanas, and delectable cocktails and cuisine. Your unforgettable family adve

The private pool area is enclosed by a screened lanai, illuminated by string lights. A relaxing area features loungers beside the pool, with a raised spa and gentle water feature. Lush greenery surrounds the space, creating a serene atmosphere.

Villa in Lady Lake

5 out of 5 average rating, 18 reviews

Heated Pool Golf Cart Dog Friendly in The Villages

Nestled amidst lush greenery and shrubs ,Vida Rosa’s private pool provides a serene outdoor oasis, complete with a dining area, loungers, and a gas BBQ. The luxurious accommodations are thoughtfully designed to evoke a sense of calm and elegance. The flow between indoor and outdoor spaces offers an ideal retreat. Conveniently located, Vida Rosa is just a short golf cart ride away from the squares of Spanish Springs and Lake Sumter offering a variety of restaurants, shopping, and entertainment.

A private movie theater features a 150-inch screen displaying a Disney image. Black walls and hardwood flooring create a modern atmosphere. Comfortable reclining seats with cup holders are arranged for a cinematic experience, ensuring a cozy and immersive viewing environment.

Villa in Kissimmee

4.82 out of 5 average rating, 254 reviews

150 Inch 4K Movie Theater Pool & Spa sleeps 16

"Just 3 miles from Disney up to 16 guests! Unwind in the pool & jacuzzi. A private cutting-edge Movie Theater, featuring a 150-inch screen, 4K projector, and immersive surround sound. Relive your favorite movie moments like never before! Stream on Roku, game on PS5, and enjoy high-speed Wi-Fi for endless fun. The well-equipped kitchen is perfect for large families and with 6 bedrooms and 4 en-suite baths, privacy is guaranteed. A Star Wars and a Disney-themed rooms so the kids will feel at home.

A large wooden dining table is surrounded by eight wooden chairs, set against a backdrop of stone-like walls with arched windows. A metal chandelier hangs overhead, while a decorative knight statue stands in the corner, adding character to the atmospheric space.

Villa in Kissimmee

4.87 out of 5 average rating, 522 reviews

Magical 5-Bedroom Villa Near Universal's Wizarding

Ensure an enchanted holiday in Orlando. Inspired by everyone’s favorite castle, this magical home provides an immersive experience with 5 bedrooms, common room with large screen TV with Netflix & Nintendo Switch, dining hall, fully equipped kitchen, swimming pool, patio with grill and laundry room. Located in a quiet residential community, 10 miles to the Wizarding World of Harry Potter, 6 miles to Disney, 5 miles from Celebration, 4 miles from Old Town and 18 miles from downtown Orlando. Asegú

Top guest favorite

The exterior of the home showcases a welcoming facade with a screened porch and lighted entry. A driveway leads to the front, bordered by lush greenery and decorative stones. The sky is painted in warm hues during sunset, enhancing the inviting atmosphere.

Villa in The Villages

5 out of 5 average rating, 8 reviews

Seaside Charm in The Villages

Welcome to your beach-inspired retreat in The Villages! This newly renovated home features calming blue decor in a central location. Just 10 minutes to Lake Sumter Landing, 13 minutes to Brownwood, and 19 minutes to Spanish Springs, enjoy easy access to dining, shopping, and entertainment. Dive into nearby pools, explore over 50 golf courses, and soak up the Florida sun. This home is your ideal getaway for relaxation and fun! Book your stay today & experience all that The Villages has to offer!

Top guest favorite

A Star Wars-themed game room is featured, complete with multiple screens displaying iconic scenes. An air hockey table and foosball setup are visible, alongside gaming chairs arranged for comfortable seating. The room is brightly lit, emphasizing the vibrant decor that adds to the entertainment atmosphere.

Villa in Kissimmee

4.99 out of 5 average rating, 166 reviews

Sleeps 24✦Free Pool Heat✦15 min to Disney✦Hot Tub

Make memories to last a lifetime in our luxurious 9-bedroom home (sleeps 24) at Orlando's premier vacation community. Enjoy your own Star Wars game room, private pool (heated at no extra charge*), and hot tub. Our 100% Five-Star rating from previous guests and our generous cancellation policy means you can book with confidence. Only 15 minutes to Disney and just a short walk to a fabulous resort clubhouse with free access to a lavish pool, kids waterpark, restaurant, playground, gym, and more!

Top guest favorite

A spacious hallway leads to a living area featuring a large window with natural light filtering through. A neutral color scheme is complemented by a decorative lamp and fresh flowers on a sideboard. Comfortable seating arrangements are seen in the inviting living space.

Villa in The Villages

4.9 out of 5 average rating, 79 reviews

1198 Merryweather; 3BR at Lake Sumter just 2nt min

Large 3BR/2BA courtyard villa. Affordable luxury & 5-star reviews. PRIME LOCATION in CENTER of community. Upscale furnishings. Short walk to central town square w/shops & restaurants. King, queen, full beds all with newer quilts sleep 6 comfortably. Fast WIFI, 2 brand new Samsung Smart TVs (65" living room); 2 desks for laptop/at-home work. Private yard. Newer patio chairs. Vinyl plank floor. I also manage 2br home across street. Rent both to sleep 10; Rest of 2025=2nt min. Pet ok (w/fee).

A charming home exterior is shown, featuring a well-maintained lawn with lush green grass and colorful shrubbery. The front porch is supported by white columns, while the garage, adorned with well-coordinated door, provides convenient access.

Villa in The Villages

4.89 out of 5 average rating, 57 reviews

Golf View Panoramic Sunsets Upscale Neighborhood

Quiet, No Party Home. Lovely home, clean, fully equipped, steps to Country Club Golf/Dining! ACTIVE 55+ Golf Cart community free golf tennis & much more with Resident ID's. Numerous Championship Golf courses at Resident discounted rates. After all the day's activities - you can come home and relax. HOA bylaws: 1 occupant must be 55+ and no occupants under 19 years of age. Maximum 4 overnight occupants on any evening. No Noise Disturbances 9 pm - 7 AM, no overnight parking on street

A home cinema room features a large flat-screen TV displaying a film scene. The walls are painted blue and red, and plush seating is arranged in front of the screen. Decor includes framed posters and a Mickey Mouse silhouette, creating an engaging entertainment space.

Villa in Kissimmee

4.86 out of 5 average rating, 419 reviews

OMG! Disney Area, Movie Theater, Game Room & Pool!

Comfort and Space in an Elegant home with a lot of amenities, 4Bed/3Bath. Private Movie Theater, Game Room, Pool and Themed Rooms. Here the Fun never ends! A well equipped Kitchen, Laundry, 3 parking spaces, WiFi and Smart TVs. The house is located at Crystal Cove Resort, a gated community, close to Disney. Perfect Location! Few minutes to Walmart, Target, Sams Club, Publix, Outlets, Restaurants, Disney, Sea World, OCCC, EPIC and Universal. Magic Kingdom is Only 20 minutes driving!

Top guest favorite

A vibrant game room showcases colorful murals of Mario and Luigi against a lively backdrop. A foosball table is positioned nearby, and a comfortable gray sofa with playful throw pillows provides seating. LED lighting illuminates the space, enhancing the inviting atmosphere.

Villa in Davenport

4.98 out of 5 average rating, 112 reviews

5BR Perfect Family Vacation Resort Villa

Professional Hosts & Guest Favorite Home! Immaculate and well equipped Stargazer Villas vacation home at Windsor Island Resort now featuring Pickleball Court! This central Florida villa has heated pool included for your family to relax in after a busy day at the parks. Family friendly, featuring Star Wars, Harry Potter, & Encanto themed bedrooms, and a new Mario World game room! Stargazer Villas provides the perfect place to create unforgettable memories with your family.

Top guest favorite

The exterior of a villa is showcased at dusk, featuring a well-maintained landscape with palm trees and shrubs. A two-car driveway leads to a garage, with soft lighting illuminating the entrance. The sky reflects pink and purple hues overhead.

Villa in The Villages

5 out of 5 average rating, 44 reviews

Palm Oasis Retreat - Dog Friendly w/golf cart

Looking for a beautiful courtyard villa in a great location? Look no more! Conveniently located between Brownwood and Lake Sumter Landing, and close to Colony Plaza which includes grocery, gas, restaurants and more. This newly renovated villa is in the sought after Village of Charlotte. Located right in the middle of all the fun, this property is a short golf cart ride to the Charlotte Neighborhood pool, Captiva Recreation Center, shopping, and restaurants.

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Popular amenities for Wildwood villa rentals

Free parking on premises

Air conditioning

Private villa rentals

A classic arcade game console stands in the living area, featuring the popular game 'Golden Tee'. The console is situated next to wooden furniture, which includes a desk with a chair. A large TV is visible in the background, along with decorative elements on the wall.

Villa in Lady Lake

4.85 out of 5 average rating, 48 reviews

The 19th Hole - Walk to Spanish Springs Square

A collage of inviting spaces within the villa is displayed. A cozy seating area features comfortable chairs, a coffee table, and decorative accents. The living room showcases a large sectional sofa and a 60-inch TV. A well-appointed bedroom with a stylish arrangement of bedding is also visible, emphasizing a restful environment.

Villa in The Villages

4.96 out of 5 average rating, 56 reviews

Firefly Cottage with Golf Cart - Great Location

The outdoor pool area is framed by a screened enclosure, reflecting the warm lights above. The pool water shimmers softly, and a colorful beach ball rests on the surface. A glimpse of the inviting interior, including white furniture, is visible through the large windows.

Villa in Clermont

5 out of 5 average rating, 24 reviews

Luxury home | Lakeside Landing

A dining area is seen with a long white table set for eight guests, adorned with plates and simple decorations. Natural light enters through sliding glass doors, revealing a view of the outdoor pool. A potted plant adds a touch of greenery to the space.

Villa in Clermont

4.92 out of 5 average rating, 122 reviews

Family Retreat Near Disney & Lake Louisa: Sleeps 7

A comfortable living area is presented with two sofas adorned with decorative pillows, facing each other. A wooden coffee table is placed in the center on a patterned area rug. Natural light enters through two large windows, complemented by two table lamps providing additional illumination.

Villa in The Villages

4.8 out of 5 average rating, 5 reviews

Stunning Courtyard Villa

The pool deck features a spacious swimming pool surrounded by a screened enclosure. Four sun loungers are positioned nearby, accompanied by a cantilevered umbrella for shade. The tranquil conservation area is visible in the background, providing a peaceful setting.

Villa in Davenport

4.98 out of 5 average rating, 44 reviews

Beautiful 4 bedrooms with South/West facing pool

Top guest favorite

The collage features four areas: the screened-in pool area showcasing a shimmering pool beneath a grid of roof panels; a game room with vibrant lighting highlighting several game tables; a colorful children’s bedroom with Mickey Mouse decor; and the welcoming facade of a modern home with a paved driveway.

Villa in Davenport

5 out of 5 average rating, 41 reviews

25 Min to Disney-Gated Community-Free Hot Tub

The inviting outdoor area showcases a private pool complemented by a hot tub, surrounded by lounge chairs for relaxation. Sunlight illuminates the space, creating a welcoming ambiance. A basketball hoop stands near the pool, adding an element of fun to this outdoor oasis.

Villa in Kissimmee

4.98 out of 5 average rating, 47 reviews

Luxury Villa | Pool, Spa, Game Room | Near Disney

Luxury villa rentals

Top guest favorite

A spacious themed room is depicted, featuring an imaginative design with a dark, cosmic ceiling. The room includes a large blue slide and a staircase, adjacent to cozy bean bag chairs for seating. Colorful space-themed murals enhance the playful atmosphere.

Villa in Kissimmee

4.98 out of 5 average rating, 114 reviews

4mi to Disney | Games | Private Pool

A spacious living room features a large sectional sofa arranged around a wall-mounted television. Natural light enters through large windows, enhancing the airy atmosphere. A game room showcases a pool table and arcade games, while the private pool area is enclosed with a netted structure, ensuring safety and comfort.

Villa in Kissimmee

4.85 out of 5 average rating, 131 reviews

NEW Unique 6BR,private pool,Full game room, + MORE

A game room features striking themed decor, with large flat-screen TVs and seating. The private pool area showcases a serene swimming pool surrounded by a screen enclosure, highlighted by comfortable lounge furniture. A cozy outdoor seating area is visible, offering a relaxing view.

Villa in Kissimmee

4.94 out of 5 average rating, 144 reviews

"Disney Serenity": Luxe 8BR Villa/ Privacy/ Pool

A spacious dining area features a long wooden table surrounded by comfortable gray upholstered chairs. Tropical-themed artwork adds color to the walls, complemented by soft lighting from overhead fixtures. A mirror and sideboard enhance the open feel of the room, promoting a welcoming atmosphere.

Villa in Davenport

4.86 out of 5 average rating, 105 reviews

Brand New 10Bd Mansion At Windsor Island Resort

A private screened lanai features an inviting pool and hot tub surrounded by lounge chairs. A game room is seen with a pool table, seating areas, and colorful wall decor. Bedrooms are present, including a nursery with themed decor and shared spaces for relaxation.

Villa in Kissimmee

4.91 out of 5 average rating, 115 reviews

33 Disney Villa Game Room Movie Theater Pool

Top guest favorite

A vibrant graphic showcases the property's amenities and themed rooms, including a relaxing lake view, a game room, and a heated pool. Images of colorful decor, a spa, and entertainment options highlight the family-friendly atmosphere, accompanied by text emphasizing the house's spaciousness and features.

Villa in Kissimmee

4.97 out of 5 average rating, 111 reviews

Luxury Themed Villa 9 BR | Close to Disney

An inviting outdoor space features a screened-in pool area with sunny blue skies above. A refreshing swimming pool with a hot tub is surrounded by paver bricks and lush greenery. Comfortable lounge chairs are placed under a shaded canopy for relaxation.

Villa in Kissimmee

4.8 out of 5 average rating, 127 reviews

King's dream journey.New storey lake/Cozy gameroom

A modern two-story home featuring a stone façade and vibrant red front door. The property showcases a lush green lawn and a well-maintained walkway leading to the entrance. The outdoor pool area is enclosed by a screen for added comfort.

Villa in Kissimmee

4.94 out of 5 average rating, 142 reviews

S-Marvelous StoreyLake 9BR w/pool 5miles to Disney

Villa rentals with a pool

An outdoor dining area features a large table surrounded by six woven chairs. Beyond, a screened pool area showcases a swimming pool with lounge chairs arranged around it, set against a backdrop of green trees and the golf course.

Villa in Davenport

4.75 out of 5 average rating, 8 reviews

Luxury 5br/3ba Golf Course Villa S/W Private Pool

Top guest favorite

Villa in Kissimmee

4.91 out of 5 average rating, 106 reviews

Luxurious Pool Villa, Minutes From Disney World

A private pool area is framed by a screen enclosure, with views of the lake in the background. Clear blue skies and fluffy clouds reflect in the water. Surrounding greenery adds a natural touch, creating a serene outdoor space ideal for relaxation.

Villa in Kissimmee

4.95 out of 5 average rating, 78 reviews

Lakefront Private Pool Villa, 10min to Disney

Top guest favorite

A large resort-style pool is set among palm trees and lounge chairs. The pool features a winding shape and is surrounded by lush landscaping. Sun loungers are placed on the stone patio, with umbrellas providing shade. Nearby, additional facilities and inviting leisure areas are visible.

Villa in Four Corners

4.99 out of 5 average rating, 125 reviews

Mickey Fantasia Family Friendly w/accessibility

A spacious living area features a modern sectional sofa, complemented by a circular coffee table and decorative plant. Bright natural light enters through window slats, enhancing the contemporary aesthetic, while the kitchen area is visible in the background with sleek cabinetry and appliances.

Villa in Kissimmee

4.86 out of 5 average rating, 98 reviews

Charming 4 Bdr~ Villa near Disney

A game room features various entertainment options, including a treadmill, exercise bike, and classic arcade machines. The decor showcases a 'Star Wars' theme with vibrant blue lighting and dark walls, creating an inviting atmosphere for guests to enjoy recreational activities.

Villa in Kissimmee

4.95 out of 5 average rating, 86 reviews

Luxury Villa! /Game Room/ Pool Heater

A private swimming pool is enclosed within a screened patio, featuring a ladder for easy access. A vibrant green float rests on the water's surface, accompanied by a pool maintenance tool. Lush greenery is visible alongside the pool area, enhancing the serene environment.

Villa in Spring Hill

4.95 out of 5 average rating, 61 reviews

Charming 3 Bedroom Villa with heated pool

Top guest favorite

A private pool area is surrounded by a screened enclosure, featuring a jacuzzi spa and lounge chairs. The pool is inviting, with light blue water reflecting the sky's pink and purple hues. A serene lake is visible beyond the pool, adding to the tranquil setting.

Villa in Kissimmee

4.91 out of 5 average rating, 232 reviews

House by the Mouse: Something for Everyone!

Quick stats about villa rentals in Wildwood

Total rentals
100 properties
Nightly prices starting at
ﺩ.ﺇ110 before taxes and fees
Total number of reviews
2.1K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
40 properties have a pool

Destinations to explore